Anserine

Anserine

Names
IUPAC name (2S)-2-[(3-Amino-1-oxopropyl)amino]-3-(3-methyl-4-imidazolyl)propanoic acid
Other names beta-Alanyl-N(pi)-methyl-L-histidine
Identifiers
CAS Registry Number	584-85-0 Y
ChEBI	CHEBI:18323 Y
ChEMBL	ChEMBL448301 Y
ChemSpider	100482 Y
InChI InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1 Y Key: MYYIAHXIVFADCU-QMMMGPOBSA-N Y InChI=1/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1 Key: MYYIAHXIVFADCU-QMMMGPOBBJ
Jmol-3D images	Image
KEGG	C01262 Y
PubChem	112072
SMILES O=C(O)[C@@H](NC(=O)CCN)Cc1cncn1C
Properties
Chemical formula	C10H16N4O3
Molar mass	240.25904
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Anserine (beta-alanyl-N-methylhistidine) is a dipeptide containing β-alanine and histidine,^[1] which can be found in the skeletal muscle and brain of mammals^[2] and birds.

It is an antioxidant (about 5 times that of carnosine) and helps reduce fatigue.

The pKa of the imidazole ring of histidine, when contained in anserine, is 7.04, making it an effective buffer at physiologic pH.^[3]

See also

• Carnosine

References

1. ↑ Biochemistry, Garrett & Grisham, pg. 46
2. ↑ Quantitative studies of carnosine and anserine in mammalian muscle. 1938 (pdf)
3. ↑ Biochemistry, Garrett & Grisham